Photocurable composition

Abstract

A photocurable composition comprising (A) 100 parts by weight of a compound having an ethylenically unsaturated group, (B) from 0.001 to 5 parts by weight of a cationic dye having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm represented by formula (1: D + ·A 1 −   (1) wherein D + represents a cation having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm, and A 1 31 represents an anion, and (C) from 0.005 to 10 parts by weight of a quaternary borate-type compound represented by formula (2): wherein R 1 , R 2 , R 3 and R 4 each independently represents an alkyl group, an aryl group, an aralkyl group, an alkenyl group, an alkynyl group, a silyl group, a heterocyclic group or a halogen atom, and Z + represents a cation, wherein from 5 to 95 wt % of (A) the compound having an ethylenically unsaturated group is a urethane (meth)acrylate oligomer obtained by the reaction of a polyisocyanate having three or more isocyanate groups within one molecule with a hydroxyl group-containing (meth)acrylic acid ester.

What is claimed is:  
     
       1. A photocurable composition comprising: 
       (A) 100 parts by weight of a compound having an ethylenically unsaturated group,  
       (B) from 0.001 to 5 parts by weight of a cationic dye having an absportion maximum wavelength in the wavelength region of from 400 to 1,200 nm, represented by formula (1):  
       
         
           D + ·A 1   −   (1)  
         
       
        wherein D +  represents a cation having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm, and A 1   −  represents an anion, and  
       (C) from 0.005 to 10 parts by weight of a quaternary borate compound represented by formula (2):                    
        wherein R 1 , R 2 , R 3  and R 4  each independently represents an alkyl group, an aryl group, an aralkyl group, an alkenyl group, an alkynyl group, a silyl group, a heterocyclic group or a halogen atom, and Z +  represents a cation, wherein from 5 to 95 wt % of (A) the compound having an ethylenically unsaturated group is a urethane (meth)acrylate oligomer obtained by the reaction of a polyisocyanate having three or more isocyanate groups within one molecule with a hydroxyl group-containing (meth)acrylic acid ester.  
     
     
       2. The photocurable composition as claimed in  claim 1 , wherein from 3 to 40 wt % of the compound having an ethylenically unsaturated group is an N-vinylamide compound. 
     
     
       3. The photocurable composition as claimed in  claim 2 , wherein the N-vinylamide compound is one or more compounds selected from the group consisting of N-vinylformamide, N-vinylacetamide and N-methyl-N-vinylacetamide. 
     
     
       4. The photocurable composition as claimed in any one of  claims 1  to  3 , wherein the cation D +  having an absorption in the region of from 400 to 1,200 nm is one or more compounds selected from the group consisting of polymethine, xanthene, acridine, azine, oxazine, thiazine, diarylmethane and triarylmethane compounds. 
     
     
       5. The photocurable composition as claimed in  claim 4 , wherein the polymethine compound is a compound represented by formula (3):                    
       wherein R 5 , R 6 , R 7 , R 8  and R 9  each independently represents a hydrogen atom, an alkyl group, an aryl group or a halogen atom. 
     
     
       6. The photocurable composition as claimed in any one of  claims 1  to  3 , which further contains from 0.1 to 10 parts by weight of an ultraviolet radical photopolymerization initiator capable of generating a radical by absorbing light at a wavelength of from 200 to 400 nm. 
     
     
       7. The photocurable composition as claimed in any one of  claims 1  to  3 , wherein the polyisocyanate having three or more isocyanate groups within one molecule is one or more compounds selected from the group consisting of an isocyanurate form of diisocyanate, a biuret form of diisocyanate and an adduct form of diisocyanate with a polyol. 
     
     
       8. The photocurable composition as claimed in  claim 7 , wherein the diisocyanate is one or more compounds selected from the group consisting of an aliphatic diisocyanate and an alicyclic diisocyanate. 
     
     
       9. The photocurable composition as claimed in any one of  claims 1  to  3 , wherein the polyisocyanate having three or more isocyanate groups within one molecule is a triisocyanate monomer. 
     
     
       10. The photocurable composition according to  claim 7 , wherein the isocyanurate form of diisocyanate is represented by formula (4):                    
       wherein D 1 , D 2  and D 3  each represents an organic group which does not have a substituent that can react with an isocyanate group. 
     
     
       11. The photocurable composition according to  claim 7 , wherein the biuret form of diisocyanate is represented by formula (5):                    
       wherein D 4 , D 5  and D 6  each independently represents an organic group which does not have a substituent that can react with an isocyanate group. 
     
     
       12. The photocurable composition according to  claim 7 , wherein the adduct form of a diisocyanate is represented by formula (6) or (7):                    
       wherein D 7 , D 8 , D 9 , D 10 , D 11  and D 12  each independently represents an organic group which does not have a substituent that can react with an isocyanate group, E 1  represents a trivalent organic group having from 3 to 10 carbon atoms, and E 2  represents a tetravalent organic group having 3 to 10 carbon atoms.